RU 16117
(17R)-11alpha-甲氧基-19-去甲孕甾-1,3,5(10)-三烯-20-炔-3,17-二醇Chemical Name: (11alpha,17alpha)-11-Methoxy-19-norpregna-1,3,5(10)-trien-20-yne-3,17-diol
CAS No. 61665-15-4
项目整合开发状态: Biological Testing
项目研究机构: Aventis Pharma (Originator)
合成路线:RU-16117 is synthesized from D9(11)-estradiol (I).After protecting the hydroxyl groups by the formation of a benzyl ether (II),the double bond is hydrated by hydroboration,followed by oxidation with hydrogen peroxide in alkali.The alcohol thus formed (III) is treated with sodium hydride and then methyliodide (IV).After deprotection of the 3 and 17 hydroxyl groups (V),the C-17 hydroxyl is oxidized to a ketone by chromic oxidation (VI) and the 17-alpha-ethynyl group is introduced directly with potassium acetylide.
📌 参考资料/链接：
参考文献标题:RU-16117
文献作者:Azadian-Boulanger,G.; Raynaud,J.P.
参考来源:Drugs Fut 1985,10(5),926
📄 详细内容
合成路线:RU-16117 is synthesized from D9(11)-estradiol (I).After protecting the hydroxyl groups by the formation of a benzyl ether (II),the double bond is hydrated by hydroboration,followed by oxidation with hydrogen peroxide in alkali.The alcohol thus formed (III) is treated with sodium hydride and then methyliodide (IV).After deprotection of the 3 and 17 hydroxyl groups (V),the C-17 hydroxyl is oxidized to a ketone by chromic oxidation (VI) and the 17-alpha-ethynyl group is introduced directly with potassium acetylide.
参考文献标题:Analyse Radiocristallographique de Mol閏ules Oestrog鑞es et Androg鑞es et Etude de leur Affinit?et de leur Sp閏ificit?
文献作者:Pr閏igous,G.
参考来源:Ph.D.Thesis,Univ.Bordeaux I 1978,
合成路线:RU-16117 is synthesized from D9(11)-estradiol (I).After protecting the hydroxyl groups by the formation of a benzyl ether (II),the double bond is hydrated by hydroboration,followed by oxidation with hydrogen peroxide in alkali.The alcohol thus formed (III) is treated with sodium hydride and then methyliodide (IV).After deprotection of the 3 and 17 hydroxyl groups (V),the C-17 hydroxyl is oxidized to a ketone by chromic oxidation (VI) and the 17-alpha-ethynyl group is introduced directly with potassium acetylide.
参考文献标题:D閞iv閟 11-alpha-m閠hoxyl閟 de l'estradiol: Activit?anti-estrog鑞e du 11-alpha-m閠hoxy 閠hynyl estradiol: RU-16117
文献作者:Bouton,M.M.; Raynaud,J.P.; Azadian-Boulanger,G.; Bucourt,.; Pierdet,A.; Torelli,V.; N閐ec,L.
参考来源:Eur J Med Chem 1978,13(4),313-319
产品链接: CAS No. 61665-15-4››